3',5'-Dihydroxyacetophenone → 5-Ethylbenzene-1,3-diol

HRID 1798025ノート

反応式

HRID 1798025 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([C:9](=O)[CH3:10])[CH:5]=[C:6]([OH:8])[CH:7]=1>Cl.O.[Pd]>[CH2:9]([C:4]1[CH:5]=[C:6]([OH:8])[CH:7]=[C:2]([OH:1])[CH:3]=1)[CH3:10]

参加物

4

反応物 1

HCID 1039933',5'-Dihydroxyacetophenone

生成物 1

HCID 127958985-Ethylbenzene-1,3-diol収率 52.2%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 21885828Hydrate;hydrochloride溶媒

実験手順

A mixture of 1-(3,5-dihydroxy-phenyl)-ethanone (5 g, 32.89 mmol), 10% Pd—C (1 g) in 4% HCl—H2O (100 mL) was hydrogenated at 1 atmosphere for 16 hours. The mixture was extracted with EtOAc and the organic extracts was dried over anhydrous MgSO4 and concentrated in vacuo. The residue was purified by silica gel flash column chromatography to give 5-ethyl-benzene-1,3-diol (2.37 g, 52%). 1H NMR (400 MHz, CDCl3δ 6.26 (s, 2H), 6.20 (s, 1H), 4.78 (s, 2H), 2.55 (m, 2H), 1.20 (m, 3H).

後処理

  1. extractionThe mixture was extracted with EtOAc
  2. dry with materialthe organic extracts was dried over anhydrous MgSO4
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by silica gel flash column chromatography

出典と根拠

ORDレコード
ord-6f502665671c4d1a93e86c2c7d3b4f6d
出典データセット
uspto-grants-2013_01
特許番号
US08343944B2

反応ノート

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